1,7-Dihydroxy-1,6-dimethyl-4-(propan-2-yl)-1,2-dihydronaphthalen-2-one

Details

• Internal ID: 529e91c0-f5e3-4ac4-93d1-654c27e8df7b
• Taxonomy: Lipids and lipid-like molecules > Prenol lipids > Sesquiterpenoids
• IUPAC Name: 1,7-dihydroxy-1,6-dimethyl-4-propan-2-ylnaphthalen-2-one
• SMILES (Canonical): CC1=CC2=C(C=C1O)C(C(=O)C=C2C(C)C)(C)O
• SMILES (Isomeric): CC1=CC2=C(C=C1O)C(C(=O)C=C2C(C)C)(C)O
• InChI: InChI=1S/C15H18O3/c1-8(2)10-6-14(17)15(4,18)12-7-13(16)9(3)5-11(10)12/h5-8,16,18H,1-4H3
• InChI Key: JLCJSBOHWRDWQW-UHFFFAOYSA-N
• Popularity: 5 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.30 g/mol
• Exact Mass: 246.125594432 g/mol
• Topological Polar Surface Area (TPSA): 57.50 Ų
• XlogP: 2.20
• Atomic LogP (AlogP): 2.53
• H-Bond Acceptor: 3
• H-Bond Donor: 2
• Rotatable Bonds: 1

Synonyms

• 87900-51-4
• DTXSID60575461
• 1,7-Dihydroxy-4-isopropyl-1,6-dimethyl-2(1H)-naphthalenone
• 1,7-Dihydroxy-1,6-dimethyl-4-(propan-2-yl)naphthalen-2(1H)-one
• 1,7-Dihydroxy-1,6-dimethyl-4-(1-methylethyl)-2(1H)-naphthalenone, 9CI

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.7491	74.91%
Blood Brain Barrier	+	0.5500	55.00%
Human oral bioavailability	+	0.6429	64.29%
Subcellular localzation	Mitochondria	0.8606	86.06%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9028	90.28%
OATP1B3 inhibitior	+	0.9472	94.72%
MATE1 inhibitior	-	0.9000	90.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.8440	84.40%
P-glycoprotein inhibitior	-	0.9464	94.64%
P-glycoprotein substrate	-	0.8698	86.98%
CYP3A4 substrate	-	0.5106	51.06%
CYP2C9 substrate	-	1.0000	100.00%
CYP2D6 substrate	-	0.8727	87.27%
CYP3A4 inhibition	-	0.5876	58.76%
CYP2C9 inhibition	+	0.8356	83.56%
CYP2C19 inhibition	+	0.8279	82.79%
CYP2D6 inhibition	-	0.6574	65.74%
CYP1A2 inhibition	+	0.8360	83.60%
CYP2C8 inhibition	-	0.9380	93.80%
CYP inhibitory promiscuity	+	0.8760	87.60%
UGT catelyzed	+	1.0000	100.00%
Carcinogenicity (binary)	-	0.9118	91.18%
Carcinogenicity (trinary)	Non-required	0.5282	52.82%
Eye corrosion	-	0.9845	98.45%
Eye irritation	+	0.8846	88.46%
Skin irritation	-	0.5261	52.61%
Skin corrosion	-	0.8978	89.78%
Ames mutagenesis	-	0.7700	77.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7737	77.37%
Micronuclear	-	0.5000	50.00%
Hepatotoxicity	+	0.5177	51.77%
skin sensitisation	+	0.6591	65.91%
Respiratory toxicity	+	0.6333	63.33%
Reproductive toxicity	+	0.7222	72.22%
Mitochondrial toxicity	-	0.5250	52.50%
Nephrotoxicity	-	0.5782	57.82%
Acute Oral Toxicity (c)	III	0.7646	76.46%
Estrogen receptor binding	-	0.4819	48.19%
Androgen receptor binding	-	0.5722	57.22%
Thyroid receptor binding	+	0.7186	71.86%
Glucocorticoid receptor binding	+	0.7211	72.11%
Aromatase binding	+	0.5367	53.67%
PPAR gamma	-	0.5198	51.98%
Honey bee toxicity	-	0.9368	93.68%
Biodegradation	-	0.8250	82.50%
Crustacea aquatic toxicity	-	0.7000	70.00%
Fish aquatic toxicity	+	0.9926	99.26%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	95.98%	91.11%
CHEMBL2581	P07339	Cathepsin D	95.15%	98.95%
CHEMBL1937	Q92769	Histone deacetylase 2	95.02%	94.75%
CHEMBL1860	P10827	Thyroid hormone receptor alpha	94.26%	99.15%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	92.97%	95.56%
CHEMBL5697	Q9GZT9	Egl nine homolog 1	87.50%	93.40%
CHEMBL5845	P23415	Glycine receptor subunit alpha-1	86.22%	90.71%
CHEMBL4208	P20618	Proteasome component C5	85.50%	90.00%
CHEMBL2007	P16234	Platelet-derived growth factor receptor alpha	84.21%	91.07%
CHEMBL1806	P11388	DNA topoisomerase II alpha	82.91%	89.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	80.54%	86.33%

Plants that contains it

• Bombax ceiba
• Gossypium hirsutum

Cross-Links

• PubChem: 15599876
• LOTUS: LTS0177406
• wikiData: Q82464816